3-Hexene-2,5-dione

Base Information

• Chemical Name: 3-Hexene-2,5-dione
• CAS No.: 820-69-9
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• European Community (EC) Number: 621-529-9
• DSSTox Substance ID: DTXSID8063462,DTXSID201020893
• Nikkaji Number: J274.582H,J110.436E
• Mol file: 820-69-9.mol

Synonyms:3-hexene-2,5-dione

Chemical Property of 3-Hexene-2,5-dione

Chemical Property:

• Boiling Point: 213°Cat760mmHg
• Flash Point: 76.4°C
• Density: 0.971g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 118

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC(=O)C
• Isomeric SMILES: CC(=O)/C=C/C(=O)C

Technology Process of 3-Hexene-2,5-dione

There total 15 articles about 3-Hexene-2,5-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.7%

1-triphenylphosphoranylidene-2-propanone (1439-36-7) → (E)-hex-3-ene-2,5-dione (820-69-9) + Triphenylphosphine selenide (3878-44-2)

Guidance literature:

With selenium; In toluene; for 3h; Heating;

DOI:10.1016/S0040-4039(00)96936-3

Reference yield: 78.0%

(Z)-hex-3-ene-2,5-dione (17559-81-8) → (E)-hex-3-ene-2,5-dione (820-69-9)

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In ethanol; water; for 0.5h;

DOI:10.1039/d0ob00468e

Reference yield: 60.0%

1-triphenylphosphoranylidene-2-propanone (1439-36-7) → (E)-hex-3-ene-2,5-dione (820-69-9) + triphenylphosphine sulfide (3878-45-3)

Guidance literature:

With sulfur; In toluene; for 3h; Heating;

DOI:10.1246/bcsj.61.4323

upstream raw materials:

(Z)-hex-3-ene-2,5-dione

2,5-dimethylfuran

4c-(5-methyl-3-phenyl-[1,4,2]dioxazol-5-yl)-but-3-en-2-one

1,1-Dichloroacetone

Downstream raw materials:

(+/-)-4r,5t-diacetyl-1-methyl-cyclohexene

2,5-hexanedione

5-ethyl 4-methyl (1S,3R,4S,5R,6R,7S)-6,7-diacetyl-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

maleic anhydride

Refernces

• 1、 Kalaitzakis, Dimitris,Montagnon, Tamsyn,Sofiadis, Manolis,Tsopanakis, Vasileios,Vassilikogiannakis, Georgios. "Merging singlet-oxygen induced furan oxidations with organocatalysis: Synthesis of enantiopure cyclopentanones and hydrindanes". supporting information. p. 2817 - 2822. Retrieved 2020/04/28.
• 2、 Wahlen, Joos,Moens, Bart,De Vos, Dirk E.,Alsters, Paul L.,Jacobs, Pierre A.. "Titanium silicalite 1 (TS-1) catalyzed oxidative transformations of furan derivatives with hydrogen peroxide". . p. 333 - 338. Retrieved 2007/10/03.